Looking at some of the stats I'm about in the middle. 1968 to date:
Austin A35
Ford Anglia
Austin A40
Vauxhall Viva x 2
Vauxhall Chevette
Ford Escort x2
Vauxhall Cavalier x 2
Vauxhall Astra
Vauxhall cavalier SRi (Most fun up to this point)
Merc 190E (Auto)
Merc 2.0 C Class (Auto)
Rover 75 2.5 (Auto) Most refined car I have owned)
Jaguar S Type x 2 (Auto)
Audi TT 2.0 FSi (S Tronic)
Audi A4 (Auto)
Merc C Class Sport 2.5 Tdi (Auto)
Fiat 500 TA Dualogic (The most fun car to drive out of the whole lot!!)
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Fun is such a subjective thing
Back in Australia I used to go to quite a few rallies and this meant driving on gravel roads a lot. my 504 was so much fun. The suspension was pretty much all original and you could absolutely pound the crap out of it on rough gravel roads and it never complained.
The 500 is loads of fun in and around town and being light and with wide tyres mine is fun on the twisty stuff too